Holiday houses in Oak Park

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Top-rated holiday rentals in Oak Park

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A scenic view captures the mountains enveloped in delicate marine layer clouds at sunrise. Soft hues of pink, orange, and purple blend seamlessly in the sky, while the foreground features lush greenery, adding depth to the tranquil atmosphere.
Tiny home in Topanga
4.98 out of 5 average rating, 161 reviews

The Tiny Surfer's Ocean-Inspired Mountain Cabana

A healing retreat, in mountainous cloud forest setting, just above the Pacific Ocean. Hugged by marine layer clouds and mountains, our tiny cabana and sauna offers the healing serenity of nature. A quiet resting place for all; tiny house living removes distractions. With little more than what you truly need, you can reconnect to your heart and find balance. A respite for surfers, spiritual seekers, nature lovers, and city folks, our aim is for you to connect with that which matters most to you.

Top Guest favourite
Tiny home in Thousand Oaks
4.89 out of 5 average rating, 160 reviews

Fun stay! in teeny tiny home, lit yard, parking

Interested in a unique, affordable and sustainable stay to explore So Cal from a safe, quiet home base? Then this bright, high-end resort coach upcycled to a teeny tiny home is for you. She's not a standard house or stale hotel, she's special, private and has a twinkling yard space & parking for you. Full size fridge, stove top, microwave, cookware, coffee maker, cream/sugar, fast wifi, washer/dryer, large TV with Firestick, desk area, queen size bed, deluxe sofa and tree shaded picnic table.

Guest favourite
A pathway winds down the hillside, lined with greenery and flower beds. A young tree is visible near the guest studio, with the structure's white exterior and large windows providing an inviting backdrop against blue skies.
Guest suite in Newbury Park
4.89 out of 5 average rating, 168 reviews

Conejo Valleys Nature Escape for hikers and bikers alike!

Take it easy at this unique and tranquil getaway. Our studio guest house is tucked away in the hills above Newbury Park with quick access to town for shopping or restaurants and located a short walk from the Rosewood Trailhead with access to thousands of acres of dedicated hiking and biking open space. Enjoy a private patio with beautiful views and peaceful spaces to enjoy outdoor. We live on property in the main house so additional amenities can be provided to make your stay personalized.

Top Guest favourite
A serene bedroom features a spacious bed with neutral bedding and decorative pillows. Natural light filters through a window, complemented by light, flowing curtains. A textured area rug adds warmth to the concrete floor, while soft lighting enhances the calming atmosphere.
Guesthouse in Thousand Oaks
4.97 out of 5 average rating, 108 reviews

Private retreat|2 Bd|King| WD| Fst WiFi| 30 to LA

Discover a designer 2 bed/1 bath, 750 sqft getaway where style meets sustainability. Every corner is intentionally curated with polished concrete floors, artisan stoneware, warm salt lamps, and green living essentials. The space feels light, open, and elevated—stocked with everything to make your stay effortless. A perfect hub for traveling professionals or families who want to explore Malibu’s beaches and Los Angeles highlights, while enjoying more space and value outside the city.

Superhost
A modern seating area is furnished with a gray electric sofa and two gray velvet chairs around a glass coffee table. Natural light enters through a window overlooking a private outdoor space, while abstract artwork adorns the wall beside the sofa.
Guesthouse in Oak Park
4.83 out of 5 average rating, 126 reviews

1 bd suite with full kitchen, washer, dryer, a/c.

One Bedroom Suite with Private entrance, Washer & Dryer, Free Parking on Street. please do not use driveway which is reserved for main house guests. Full Kitchen, Private Bathroom, New & Modern design, Electric Sofa can be used to sleep one kid. Bedroom with Queen Bed. portable full size bed. Private A/C Unit. 2 TV's 50 inc & 32 inc. (Youtube tv, all channels include hbo+ nfl pass + nba pass), large coffee table. Great location, 12 min from Malibu beach, safe & quiet area.

Top Guest favourite
Double French doors open to an inviting interior, revealing a spacious living area complemented by wooden ceiling beams and modern decor. Natural light fills the room, enhancing the cozy atmosphere with a plush rug, stylized furniture, and a vibrant artwork accenting the wall.
Guest suite in Thousand Oaks
4.97 out of 5 average rating, 177 reviews

Casa Rancho El Segundo - NO Cleaning Fees

No Cleaning Fees – Pets Welcome (Just Ask First!) Escape to our peaceful guest house in Thousand Oaks—your cozy ranch getaway with private entrance, parking, and a fenced side yard perfect for BBQs and evenings by the fire pit. Meet Larry the llama, Bob the alpaca, and their furry friends! Take the bikes for a neighborhood spin or bring along cut-up carrots and apples—they’ll love the treat. Book now and enjoy comfort, charm, and a sprinkle of countryside magic!

Top Guest favourite
A spacious living area is presented, featuring a modern sectional sofa and a coffee table. A small kitchenette with a microwave and refrigerator is visible to the left. Dark curtains frame the window, and the room is well-lit by overhead lighting, enhancing the clean, comfortable atmosphere.
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 615 reviews

Comfortable, Suite Close to Everything

Welcome! Our place is close to Malibu, Camarillo Outlets, Ronald Reagan Library, Amgen, Hiking, Ventura, Parks, 25mins from various Beaches, Halfway point between Los Angeles and Santa Barbara, 40mins or so to Los Angeles/Hollywood and 1hr drive to Santa Barbara. You’ll love it because of the quiet neighborhood, a private suite and space all to yourself. Our place is good for couples, solo adventurers, & business travelers. *Heater and A/C inside unit.

Top Guest favourite
The exterior of a two-story home is captured, showcasing a landscaped front yard with lush greenery and a large tree providing shade. A low stone wall borders the flowerbeds, and a driveway leads up to a garage, all under a clear blue sky.
Guest suite in Newbury Park
4.89 out of 5 average rating, 307 reviews

The Garden Suite-Private 500 sq.ft

Our guest suite is on the ground floor of an upgraded, renovated, and well maintained 2 story home originally built in 1968. Amenities include: keyless private entrance , 10'x11' bedroom with queen size bed, private bathroom, private living room with large sectional sofa, YouTubeTV, Wi-Fi, shared laundry facilities (7 day stay and up), shared kitchen, Central Heating and Air Conditioning (Host control: 69-72 F), street parking, and a work desk.

Guest favourite
Apartment in Calabasas
4.92 out of 5 average rating, 142 reviews

Luxury 2 King Master Bdrm Woodland Hills

Relax and feel at home in this luxury apartment with a cozy touch. The apartment is located in Woodland Hills/Canoga Park, 5 minutes away from the Topanga Mall. There is plentiful shopping, dining, movie theaters and family activities within a few miles. Nearby cities include Calabasas, Tarzana, Studio City, Sherman Oaks, and Encino. Easy freeway access. Apartment is complete with in unit laundry. Building includes resort style amenities.

Top Guest favourite
A bright and airy bedroom features a spacious bed with cozy bedding in shades of yellow and white. Natural light enters through two windows with white shutters. A bedside lamp and a decorative chair complement the welcoming design.
Guest suite in Agoura Hills
4.99 out of 5 average rating, 203 reviews

Sunshine Private Guest Suite in Agoura Hills

A centrally-located duplex suite in beautiful Agoura Hills. Great restaurants, wine-tasting, hikes and bike trails minutes away. Only a 25 minute drive to Zuma beach in Malibu. The private suite shares a wall with the main house where you will hear family life from time to time. There is a private entrance, bathroom, bedroom, living area, dedicated work space, and kitchenette with microwave. Complimentary snacks & coffee provided.

Top Guest favourite
Lush bougainvillea in vibrant shades of pink lines the driveway, contrasting with the green foliage surrounding the guest house. Sunny skies and wispy clouds create a tranquil atmosphere, while a serene landscape blends harmoniously with the structure, which features large windows inviting natural light.
Guesthouse in Woodland Hills
4.97 out of 5 average rating, 152 reviews

Guesthouse studio nested in the Hills+Gym, Netflix

Stay in style. In your own upscale 550 sq ft guest house, tucked up and away, with private entrance less than 5 minutes from the idyllic luxury of Calabasas Commons, Topanga Westfield and Warner Center. Enjoy the Saturday farmer’s market, countless hiking trails, or take the scenic route, 10 minutes into Topanga, 20 minutes to the beaches of Malibu.

Top Guest favourite
An inviting living area is presented with natural light from large windows. Cozy seating arrangements feature a blue couch and modern armchairs, complemented by a wooden coffee table. A decorative fireplace and light-colored walls enhance the tranquil setting, while sliding doors open onto a deck area.
Home in Agoura Hills
4.95 out of 5 average rating, 146 reviews

Peaceful Modern Retreat Home

Gorgeous fully remodeled home in the beautiful neighborhood of Old Agoura, one of the most peaceful and safe neighborhoods in Los Angeles! Be close to everything in LA & Malibu Beaches. 2000 sq. ft (190 sq. meters) 3 bedroom 2.5 baths

Popular amenities for Oak Park holiday rentals

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  4. Ventura County
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